Category: 702-24-9

Related Products of 702-24-9, These common heterocyclic compound, 702-24-9, name is 4-Methoxy-N-methylbenzylamine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Place ethyl 6,8-dichloroimidazo[ 1 ,2-bj pyridazine-3 -carboxylate (3 g, 11.54mmol), 1-(4-methoxyphenyl)-N-methylmethanamine (2.267 g, 15.00 mmol), and N,NDiisopropylethylamine (DIPEA) (4.03 mL, 23.07 mmol) in a 100 mL round bottle flask along with THF (15 mL). It was sealed and heated to 80°C for 6 hours. The reactionmixture was concentrated and purified with silica gel chromatography. The product came out when eluting with 35percent ethyl acetate in hexane. The fractions containing product was collected and concentrated to provide the product (3.7 g, 9.87 mmol, 86percent yield, 100percentpurity). LC retention time 1.06 mm [Al. MS (ES+) m/z: 375 (MH). ?H NMR (400MHz, CHLOROFORM-d):8.14 – 8.09 (m, 1H), 7.20 – 7.13 (m, 2H), 6.89 – 6.83 (m, 2H), 6.11 (s, 1H), 5.49 (s, 2H),4.44 (q, J=7.2 Hz, 2H), 3.84 – 3.77 (m, 3H), 3.17 (s, 3H), 1.42 (t, J=7.2 Hz, 3H)

Statistics shows that 4-Methoxy-N-methylbenzylamine is playing an increasingly important role. we look forward to future research findings about 702-24-9.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WEINSTEIN, David S.; DUNCIA, John V.; SPERGEL, Steven H.; (76 pag.)WO2018/93968; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 702-24-9, name is 4-Methoxy-N-methylbenzylamine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of 4-Methoxy-N-methylbenzylamine

A mixture of 3 -( 5 -amino-2-chloro-4-fluorophenyl )-7 -chloro-1-methyl-1, 6-naphthyridin-2(1H)-one (2.5 g, 7.4 mmol) and 4-methoxy-N-methylbenzylamine (4 mL) washeated to 180°C under N2 for 3 h. After cooling, the reaction mixture was diluted with Et20.The precipitate was filtered, washed with water, and dried to give 7-((4-methoxybenzyl )(me thy l)amino )-3 -( 5 -amino-2-chloro-4-fluorophenyl )-1-methyl-1, 6-naphthyridin-2(1H)-one (3 g, 89percent yield). 1H NMR (400 MHz, DMSO-d6): 8 8.47 (s, 1 H),7.77 (s, 1 H) 7.22 (m, 2 H), 7.17 (d, J = 8.0 Hz, 2 H), 6.86 (d, J = 8.4 Hz, 2 H), 5.86 (d, J =9.6 Hz, 1 H), 6.30 (s, 1 H), 5.32 (s, 2 H) 4.87 (s, 1 H), 3.72 (s, 3 H), 3.52 (s, 3 H), 3.09 (s, 3H); MS (ESI) m/z: 453.2[M+H(

The synthetic route of 4-Methoxy-N-methylbenzylamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FLYNN, Daniel L.; KAUFMAN, Michael D.; WO2013/184119; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 702-24-9,Some common heterocyclic compound, 702-24-9, name is 4-Methoxy-N-methylbenzylamine, molecular formula is C9H13NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(4-Methoxyphenyl)-N-methylmethanamine (0.56 g, 3.75 mmol) and DBU (0.52 mL, 3.75 mmol) were added to a solution of Example A10 (0.98 g, 2.68 mmol) in NMP (10 mL) and the mixture was heated under Ar at 155° C. for 24 h. The mixture was cooled to RT, poured into water (50 mL) and extracted with EtOAc (2*). The combined organics were washed with brine, dried (Na2SO4), concentrated in vacuo and purified by chromatography (EtOAcDCM) to afford 7No.4-methoxybenzyl)(methyl)amino)-3-(5-amino-2-chloro-4-fluorophenyl)-1-isopropyl-1,6-naphthyridin-2(1H)-one (0.78 g, 60percent yield) as a white foam. MS (ESI) m/z: 481.0 (M+H+)

The synthetic route of 702-24-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Kaufman, Michael D.; Petillo, Peter A.; US8461179; (2013); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 702-24-9, name is 4-Methoxy-N-methylbenzylamine, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 702-24-9, Formula: C9H13NO

N-methyl-4-methoxybenzylamine (30.2 mg, 0.2 mmol),Manganese chloride tetrahydrate (5.9 mg, 0.03 mmol),And a stirrer in the reaction tube,After replacing inert gas,Add 1 ml DMF,Seal the reaction tube.Place the reaction tube in a 150°C oil bath reaction pot.Stir the reaction for 10 hours;After cooling to room temperature,Diluted with 15mL water,And extracted three times with ethyl acetate,15mL each time;Combine the extracts,Dry with anhydrous sodium sulfate and filter.The filtrate was concentrated under reduced pressure.With ethyl acetate:The crude product was purified by column chromatography with petroleum ether = 1:2 (containing 1percent triethylamine) as eluent to give the pure product.Yellow oil,Yield 54percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Methoxy-N-methylbenzylamine, and friends who are interested can also refer to it.

Reference:
Patent; Xiangtan University; Gong Xing; Xie Guilin; Cai Changqun; Zhang Jingyu; (19 pag.)CN107986927; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 702-24-9, name is 4-Methoxy-N-methylbenzylamine, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 702-24-9, Formula: C9H13NO

N-methyl-4-methoxybenzylamine (30.2 mg, 0.2 mmol),Manganese chloride tetrahydrate (5.9 mg, 0.03 mmol),And a stirrer in the reaction tube,After replacing inert gas,Add 1 ml DMF,Seal the reaction tube.Place the reaction tube in a 150°C oil bath reaction pot.Stir the reaction for 10 hours;After cooling to room temperature,Diluted with 15mL water,And extracted three times with ethyl acetate,15mL each time;Combine the extracts,Dry with anhydrous sodium sulfate and filter.The filtrate was concentrated under reduced pressure.With ethyl acetate:The crude product was purified by column chromatography with petroleum ether = 1:2 (containing 1percent triethylamine) as eluent to give the pure product.Yellow oil,Yield 54percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Methoxy-N-methylbenzylamine, and friends who are interested can also refer to it.

Reference:
Patent; Xiangtan University; Gong Xing; Xie Guilin; Cai Changqun; Zhang Jingyu; (19 pag.)CN107986927; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 702-24-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 702-24-9, name is 4-Methoxy-N-methylbenzylamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of Ph3P (3148 mg, 12 mmol, 1 equiv) and hexachloroethane (2982 mg, 12.6 mmol, 1.05 equiv) in CHCl3 (total volume 40 mL) was stirred at 65 °C for 8 h. After cooling to r.t., under N2, to the mixture was added saccharin (7690 mg, 42.0 mmol, 3.5 equiv) in one portion, followed by the addition of the stock solution of DIPEA in CHCl3 (1.32 M, 59 mL, 78 mmol, 6.5 equiv). The resulting mixture was heated under N2 at 60 °C for 6 h. The mixture was cooled to r.t. and filtered under N2. The solid crude was washed with CHCl3 (3 × 5 mL) and dried under vacuum. The dry solid (5410 mg) was kept under N2. No further separation was attempted, and the resulting solid was used directly in the parallel chemistry. The total yield from Ph3P to the solid was assumed to be 100percent, thus the theoretical amount of the ?active? mixture of 13 and 14 was 451 mg/mol. Parallel Chemistry; General Procedure (Scheme 5) Under N2, to a mixture of the dry solid 13/14 (226 mg, 0.5 mmol) was added a stock solution of DIPEA (1.5 M, 2.17 mL, 3.25 mmol, 6.5 equiv) in CHCl3 at r.t. The mixture was stirred at r.t. for 5 min before a solution of the appropriate amine (1.0 mmol, 2 equiv) in CHCl3 (2 mL) was added. If the amine was in the form of HCl salt, 1 equiv extra of DIPEA was added to the reaction mixture. The resulting mixture was stirred at r.t. for 20 h, and then heated at 60 °C for 15 min. The solvents were evaporated, and the dry residue was dissolved in DMSO (4 mL). The DMSO solution was submitted to purification group for isolation.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Methoxy-N-methylbenzylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Yantao; Aurell, Carl-Johan; Korsgren, Pernilla; Malm, Johanna; Haerslaett, Malin; Friden-Saxin, Maria; Pettersen, Anna; Synthesis; vol. 50; 7; (2018); p. 1471 – 1481;,
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Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 702-24-9, name is 4-Methoxy-N-methylbenzylamine, A new synthetic method of this compound is introduced below., Product Details of 702-24-9

Step 2. [(4-Methoxybenzyl)methylamino]acetonitrile PMBN N CN I [00314] A solution of (4-methoxybenzyl)methylamine (125 g, 0.828 mol), chloroacetonitrile (75 g, 0.993 mol, 1.20 equiv) and N,N-diisopropylethylamine (134 g, 1.035 mol) in toluene (600 mL) was refluxed for 1 h. The mixture was cooled to room temperature and diluted with EtOAc (1.5 L). The solution was washed with H20 (3 x 750 mL), brine, dried over Na2S04, filtered and the solution concentrated under reduced pressure. The residual liquid was distilled to give 152 g (97percent) of [(4- methoxybenzyl)methylamino]acetonitrile (bp 128-135°, 2.0 Torr).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; THE UNIVERSITY OF CHICAGO; GAJEWSKI, Thomas F.; SPRANGER, Stefani; LEUNG, Michael; WO2014/66834; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 702-24-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 702-24-9, name is 4-Methoxy-N-methylbenzylamine, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 8-bromo-6-chloroimidazo[l,2-b]pyridazine-3-carbonitrile (2.82 g, 13.23 mmol), l-(4-methoxyphenyl)-N-methylmethanamine (2.00 g, 13.23 mmol) and diisopropylethylamine (4.62 mL, 26.5 mmol) in tetrahydrofuran (25 mL) was heated to 60 °C for 3 hours and then concentrated to dryness. The crude product was triturated with methanol and filtered rinsing with methanol. The solid was dried and collected as is (3.85 g, 89percent yield). NMR (400MHz, CHLOROFORM-d) delta 7.99 (s, 1H), 7.16 (d, J=8.8 Hz, 2H), 6.93 – 6.82 (m, 2H), 6.12 (s, 1H), 5.45 (br. s., 2H), 3.80 (s, 3H), 3.20 (br. s., 3H). LC retention time 1.05 min [J]. MS (E+) m/z: 328 (MH+).

The chemical industry reduces the impact on the environment during synthesis 4-Methoxy-N-methylbenzylamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WEINSTEIN, David S.; MOSLIN, Ryan M.; ZHANG, Yanlei; GARDNER, Daniel S.; SANTELLA, Joseph B.; LANGEVINE, Charles M.; STACHURA, Sylwia; (127 pag.)WO2017/87590; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 702-24-9, name is 4-Methoxy-N-methylbenzylamine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of 4-Methoxy-N-methylbenzylamine

General procedure: A solution of 24 (1.0 equiv.), HOBt (1.1 equiv.) and EDC (1.5 equiv.) in DMF (1.3 mmol/mL) was stirred at rt for 15 minutes. The appropriate amine (2.0 equiv.) was added and the resulting solution was stirred at rt for 5 hours. Reaction media was diluted with water and aqueous phase was extracted 3 times with EtOAc. Combined organic layers were washed successively with a solution of HCl 1N, a saturated solution of NaHCO3 and brine, dried over Na2SO4 and concentrated. The resulting solid was then purified by column chromatography on silica gel using the appropriate heptanes:EtOAc mixture.

The synthetic route of 4-Methoxy-N-methylbenzylamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bollenbach, Maud; Lugnier, Claire; Kremer, Melanie; Salvat, Eric; Megat, Salim; Bihel, Frederic; Bourguignon, Jean-Jacques; Barrot, Michel; Schmitt, Martine; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 269 – 290;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 702-24-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 702-24-9, name is 4-Methoxy-N-methylbenzylamine, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of ethyl 8-bromo-6-chloroimidazo [1 ,2-b]pyridazine-3 -carboxylate (WO2009/100375) (5 g, 16.42 mmol), 1-(4-methoxyphenyl)-N-methylmethanamine (3.23 g,21.34 mmol), and N,N-diisopropylethylamine (5.74 ml, 32.8 mmol) in 1,4-dioxane (30 ml) was heated at 90 °C for 5 h. The volatiles were removed under vacuum. The residue was diluted with ethyl acetate (200 mL), washed with water (2 x 50 mL) and brine (50 mL), and dried over anhydrous Mg504. The desired product, ethyl 6-chloro-8-((4-methoxybenzyl)(methyl)amino)imidazo[ 1 ,2-b]pyridazine-3 -carboxylate (6.10 g, 16.27 mmol, 99 percent yield), was isolated as a pale yellow solid by ISCO (330 g silica gel, solid loading, 20-40percent ethyl acetate/hexane).

The chemical industry reduces the impact on the environment during synthesis 4-Methoxy-N-methylbenzylamine. I believe this compound will play a more active role in future production and life.